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1800 Cypress Ave, Windsor
$649,900
2 Beds ⋅ 2 Baths ⋅ 26022877 MLS® #
WELCOME TO 1800 CYPRESS AVE, A STUNNING LUXURY CUSTOM END UNIT RANCH TOWNHOME OFFERING OVER 1,400 SQUARE FEET OF LIVING SPACE WITH MODERN CURATED FINISHES THROUGHOUT, DELIVERING THE PERFECT BLEND OF LUXURY AND COMFORT IN DESIRABLE EAST RIVERSIDE. SITUATED JUST STEPS FROM LOCAL PARKS AND SCENIC WALKING TRAILS, THIS EXCEPTIONAL HOME FEATURES HARDWOOD AND CERAMIC FLOORING, 2 BEDROOMS AND 2 BATHROOMS, A SPACIOUS PRIMARY SUITE FEATURING A WALK-THROUGH CLOSET AND A LUXURIOUS PRIVATE 4-PIECE ENSUITE, MAIN FLOOR LAUNDRY OFF GARAGE. THE OPEN CONCEPT LAYOUT SEAMLESSLY BLENDS A DESIGNER KITCHEN, COMPLETE WITH QUARTZ COUNTERTOPS, A LARGE PANTRY, AND AN OVERSIZED ISLAND BUILT FLOWING INTO GREAT ROOM ACCENTED BY A WARM GAS FIREPLACE & SEPARATE DINING AREA WITH PATIO DOOR TO A LARGE COVERED PORCH W/PULL DOWN SCREEN. CONCRETE PATIO, A DOUBLE-WIDE CONCRETE DRIVEWAY, AND A TWO-CAR GARAGE, NEW AC UNIT APRIL 2026. ENJOY MAINTENANCE FREE LIVING, THIS GORGEOUS END UNIT TOWNHOME SHOWS PRIDE OF OWNERSHIP AND IS WAITING FOR A NEW FAMILY TO MOVE IN AND ENJOY!

1800 Cypress Ave, Windsor

1089 Prado Pl, Windsor
$549,900
3 Beds ⋅ 2 Baths ⋅ 26022874 MLS® #
A must to view this home is loaded with character! Hardwood floors, trim, doors, cove ceilings, archways gives it that charm you are looking for. 3 large bedrooms. First bedroom on main floor with walk in closet, 3 piece walk in shower and 2 huge bedrooms with shared jack and jill up and unique areas in bedrooms for desk or dressing areas ( new born suite) Main floor has a formal dining, spacious kitchen with breakfast bar. Formal living room, plus a den or parlour currently with a hair salon set up with front door access from your covered porch area, ideal for an extra income or flex area. large corner lot with loads of parking and 18 x 38 detached heated workshop with 80001b car hoist. Plus a sea can with hydro for extra storage. Private patio and courtyard area fenced for your kids/pets. (1546 SQ FT PLUS BASEMENT) Home backs onto quiet Thompson Park. Shingles, furnace and AC approximately 11 years old. Call us to view today! OPEN HOUSE SUNDAY SEPT 20TH 12-2 pm.

1089 Prado Pl, Windsor

647 Alpenrose Ct, Windsor
$699,900
3 Beds ⋅ 3 Baths ⋅ 26022723 MLS® #
WELCOME TO THIS BEAUTIFULLY MAINTAINED HOME IN THE HIGHLY SOUGHT-AFART SOUTHWOOD LAKES COMMUNITY OF SOUTH WINDSOR. SITUATED ON A QUIET CUL-DE-SAC WITH NO THROUGH TRAFFIC, THIS FAMILY-FRIENDLY LOCATION OFFERS THE PERFECT COMBINATION OF PRIVACY, STYLE AND CONVENIENCE. THIS QUALITY BUILT HOME FEATURES 3 BEDROOMS AND 3 BATHROOMS, INCLUDING A PRIMARY SUITE WITH A PRIVATE ENSUITE. THE MAIN FLOOR OFFERS A LARGE LIVING ROOM, GENEROUS EATING AREA, AND A BRIGHT KITCHEN WITH GRANITE COUNTERTOPS AND AN ADJOINING DINING ROOM—IDEAL FOR EVERYDAY LIVING AND ENTERTAINING. GORGEOUS NEW LUXURY HARDWOOD FLOORING RUNS THROUGHOUT THE HOME, ADDING WARMTH AND ELEGANCE. THE FULLY FINISHED BASEMENT PROVIDES A TON OF ADDITIONAL LIVING SPACE WITH A COZY GAS FIREPLACE, PERFECT FOR FAMILY MOVIE NIGHTS OR RELAXING EVENINGS. STEP OUTSIDE TO ENJOY THE BEAUTIFULLY LANDSCAPED BACKYARD FEATURING A LARGE NEW CEDAR DECK AND CONCRETE PATIO, CREATING THE PERFECT SETTING FOR OUTDOOR GATHERINGS. ADDITIONAL HIGHLIGHTS INCLUDE A STAMPED CONCRETE DRIVEWAY, DOUBLE-CAR GARAGE, NEW FRONT AND PATIO DOORS. A FANTASTIC OPPORTUNITY TO OWN A MOVE-IN-READY HOME IN ONE OF SOUTH WINDSOR’S MOST DESIRABLE NEIGHBOURHOODS.

647 Alpenrose Ct, Windsor

1261 Monmouth Rd, Windsor
$389,000
2 Beds ⋅ 2 Baths ⋅ 26022862 MLS® #
Welcome to this beautiful, historic and character filled Walkerville home. Featuring stunning hardwood floors, soaring 12' ceilings, and exposed brick accents, this home offers a warm and inviting atmosphere. The renovated kitchen features granite countertops, and stainless steel appliances, with a convenient new half bathroom on the main level. The second-level bathroom has been fully renovated, featuring a fresh, modern design. This property also offers excellent income potential for investors! Previously operated as a successful Airbnb, with approximately 70% annual occupancy and the remainder time being used by the owners. Demonstrating a strong rental appeal and demand. Ideally located in the heart of Walkerville, close to Willistead Park, popular restaurants, shops and many of the neighbourhood's sought-after amenities. Furniture and decor is negotiable, offering the option for a convenient turnkey investment.

1261 Monmouth Rd, Windsor

623 Edinborough, Windsor
$439,900
4 Beds ⋅ 2 Baths ⋅ 26022861 MLS® #
TURNKEY DUPLEX IN AN IDEAL LOCATION! THIS WELL-MAINTAINED AND UPDATED PROPERTY OFFERS AN EXCELLENT OPPORTUNITY FOR INVESTORS, FIRST-TIME BUYERS, OR MULTI-GENERATIONAL FAMILIES ALIKE. THE MAIN FLOOR UNIT FEATURES 3 BEDROOMS, 1 FULL BATHROOM, A BRIGHT LIVING AREA, AND FUNCTIONAL LAYOUT PERFECT FOR COMFORTABLE FAMILY LIVING. THE UPPER UNIT OFFERS A CHARMING ONE-BEDROOM, ONE-BATHROOM LAYOUT. NUMEROUS UPDATES HAVE BEEN COMPLETED THROUGHOUT THE PROPERTY, PROVIDING PEACE OF MIND AND ADDED VALUE. SITUATED ON A LARGE LOT WITH PLENTY OF PARKING, THIS PROPERTY IS CONVENIENTLY LOCATED WITHIN WALKING DISTANCE TO PARKS, SCHOOLS, RESTAURANTS, SHOPPING, PUBLIC TRANSIT, DEVONSHIRE MALL, AND MANY OTHER EVERYDAY AMENITIES. A FANTASTIC OPPORTUNITY TO OWN A VERSATILE INCOME-GENERATING PROPERTY IN A HIGHLY SOUGHT-AFTER LOCATION!

623 Edinborough, Windsor

462 Dormar Dr, Windsor
$544,900
3 Beds ⋅ 2 Baths ⋅ 26022835 MLS® #
Some homes check the boxes. This one changes your routine. Picture mornings with coffee on the front porch, afternoons by the pool, evening walks to the waterfront, and a kitchen where friends and family naturally gather, That's the lifestyle waiting for you at 462 Dormar, This well-maintained 3-bedroom, 2 full-bath brick ranch is nestled in the heart of Riverside, one of Windsor's most sought-after neighbourhoods, Enjoy easy access to parks, walking trails, schools, restaurants, shopping, and all the amenities that make Riverside such a great place to call home. The full basement offers endless potential, whether you need extra living space, a home gym, or plenty of storage. Be sure to review the Documents section for the full list of updates, then book your private showing and experience everything this home has to offer.

462 Dormar Dr, Windsor

869-875 Cataraqui, Windsor
$389,000
6 Beds ⋅ 2 Baths ⋅ 26022816 MLS® #
Welcome to 869 Cataraqui! This completely renovated legal side-by-side duplex is located in a convenient neighbourhood close to schools, shopping, public transit, parks, and everyday amenities. Each self-contained unit features 3 bedrooms, 1 full bathroom, a kitchen, spacious living and dining areas, and in-unit laundry. Updates include energy-efficient heat pumps, new flooring, modern light fixtures, fresh paint, and extensive concrete work throughout the property. Offering a total of 6 bedrooms and 2 bathrooms, this move-in-ready property is perfect for families looking to live in one unit while renting out the other to help offset mortgage payments. An excellent opportunity for homeowners, investors, or multi-generational families.

869-875 Cataraqui, Windsor

1547 Grand Marais Rd W Unit 406, Windsor
$399,000
2 Beds ⋅ 2 Baths ⋅ 26022275 MLS® #
Top-floor living in one of South Windsor's most desirable locations. Welcome to Unit 406 at 1547 Grand Marais — a spotless, move-in ready 2-bedroom, 2-bathroom condo situated on the top floor of a well-kept 4-storey building, offering the perfect blend of comfort, convenience, and privacy. Inside, you'll find a spacious, light-filled living room ideal for relaxing or entertaining, along with the added convenience of in-suite laundry, while the primary bedroom is complemented by an updated 3-piece ensuite featuring a sleek walk-in shower — a stylish, low-maintenance retreat at the end of the day. Step outside to your private balcony overlooking the park, a peaceful spot to enjoy your morning coffee or unwind in the evening, and take advantage of your own garage, keeping your vehicle secure and away from the elements while providing valuable extra storage space — a rare and sought-after feature. Location is everything, and this one delivers: just steps from shopping, restaurants, cafés, and all the everyday amenities South Windsor has to offer. Spotless, move-in ready, and full of value — book your private showing today and see why this top-floor gem won't last long!

1547 Grand Marais Rd W Unit 406, Windsor

1560 Villa Maria Blvd, Windsor
$569,000
6 Beds ⋅ 3 Baths ⋅ 26022792 MLS® #
2 Separate Self-Contained Units featuring a total of 6 bedrooms, 3 full bathrooms, 2 kitchens, and 2 separate laundry areas! Welcome to this beautifully updated ranch in the heart of South Windsor, just minutes from St. Clair College, Roseland Golf & Curling Club, top-rated schools, shopping, parks, and all amenities. The bright main level offers a spacious living and dining area with large windows, an updated open-concept kitchen with granite countertops, subway tile backsplash, and a large island, plus 4 bedrooms, 2 full bathrooms, and private laundry. The fully renovated lower level features a separate entrance and is a complete second unit with 2 bedrooms, 1 full bathroom, a full kitchen, spacious living room, and separate laundry, making it ideal for extended family or rental income. Enjoy a fully fenced backyard surrounded by mature trees, offering privacy and plenty of space to relax or entertain. A rare opportunity in one of Windsor's most sought-after neighbourhoods!

1560 Villa Maria Blvd, Windsor

1507 St Gabriel, Windsor
$529,900
4 Beds ⋅ 2 Baths ⋅ 26022743 MLS® #
OUTSTANDING LOCATION! Welcome to 1507 St. Gabriel Crescent, ideally situated in one of South Windsor’s most family-friendly locations. The backyard is directly adjacent to St. Gabriel Catholic Elementary School, offering an exceptionally convenient setting for families with children. Within a short walk are Southwood Elementary School, Vincent Massey Secondary School and St. Clair College, creating an outstanding concentration of education right at your doorstep, as well as the excellent option as investment property to accommodate students and families with children. This well sunlit and well-maintained home features warm hardwood flooring, updated lighting and fresh, neutral finishes throughout. The brand new stove and range hood add a fresh, enjoyable cooking experience. The spacious finished basement provides flexible additional living space for family, guests, a home office or future customization. A rare combination of location, convenience, family-friendly living and future potential. When the best part of a home is not only what’s inside, but what’s right outside your door — this is a home worth seeing

1507 St Gabriel, Windsor

3226 Woodlawn Ave, Windsor
$579,900
5 Beds ⋅ 2 Baths ⋅ 26022776 MLS® #
Well-maintained brick ranch home with finished basement featuring extensive updates throughout. Offering 5 bedrooms and 2 full bathrooms, this home provides plenty of space for a growing family. The fully finished lower level adds valuable living space and features 2 additional bedrooms and a 4-piece bathroom with laundry area. Step outside to enjoy the spacious fully fenced backyard, offering plenty of room for privacy and enjoyment. With a detached garage providing convenient parking along with additional storage space. Situated in a desirable neighbourhood, this home offers space and functionality. Don't miss your opportunity to make this wonderful property your new home. Book your private viewing today!

3226 Woodlawn Ave, Windsor

1108 Dougall Ave, Windsor
$349,900
4 Beds ⋅ 2 Baths ⋅ 26022769 MLS® #
Absolute showstopper! Perfect for investors or first-time buyers, this charming 1.5-storey brick home features 3 bedrooms and tons of historic character paired with extensive modern upgrades. The main floor has been completely opened up, seamlessly connecting a spacious, updated kitchen, a bright dining zone, and a large family room. Sliding patio doors lead out to a massive new backyard deck and a fully fenced yard-perfect for outdoor entertaining. Capitalize on total peace of mind with over $40,000 in initial updates plus comprehensive high-end renovations completed throughout: , brand-new central A/C unit, fresh interior paint, updated lighting, new trim, and new doors. Additional structural and mechanical highlights include beautifully updated bathrooms, new flooring, extensive concrete work, and multiple replaced windows. The property also features a convenient front driveway. Truly a "real deal" turn-key perfection in today's hot market!

1108 Dougall Ave, Windsor

1050 Scofield, Windsor
$549,900
5 Beds ⋅ 2 Baths ⋅ 26022762 MLS® #
Immaculate brick ranch in desirable South Windsor! Nestled in a peaceful, family-oriented neighbourhood, this extensively renovated home features 3+2 bedrooms and 1.5 bathrooms. The property highlights a stunning updated kitchen, new flooring, electrical upgrades, new A/C, and numerous modern finishes throughout. The highly functional layout includes main floor laundry along with an additional lower-level laundry area, making it ideal for multi-generational living or future rental income potential. Outside, the massive landscaped yard offers endless possibilities for entertaining, summer BBQs, and outdoor enjoyment. Residents will enjoy the close proximity to top-rated schools, beautiful parks, and everyday necessities. This is a true turnkey property combining comfort, style, and versatility.

1050 Scofield, Windsor

3859 Clara Ave, Windsor
$664,999
4 Beds ⋅ 2 Baths ⋅ 26022706 MLS® #
Welcome to this spacious raised ranch in the heart of highly sought after South Windsor, offering plenty of room for the whole family and the added bonus of no rear neighbours! The main level features 3 generous bedrooms, a bright open concept layout, and a full bathroom, while the finished lower level offers an oversized additional bedroom, second full bathroom, and a spacious family room with a cozy gas fireplace. Pride of ownership is evident throughout, with updates including a newer roof (approx. 5 years) and furnace (2024). Ideally located close to excellent schools, parks, shopping, and everyday amenities, this well-maintained home offers space, comfort, privacy, and a fantastic South Windsor location.

3859 Clara Ave, Windsor

2316-2318 Chilver, Windsor
$575,000
6 Beds ⋅ 4 Baths ⋅ 26022695 MLS® #
THE ULTIMATE SIDE BY SIDE DUPLEX in THE PREMIER AREA OF SOUTH WALKERVILLE with a total of 4+2 bedrooms and four baths with hardwood floors, cove ceilings, spacious layout and patio door access to private fenced in yard. Each unit features large kitchen, formal dining room, full finished basements, in suite laundry, on site parking, 2 Furnaces, 2 Central Air Units, 2 Hot Water Heaters (owned) and separate Hydro, Water, and Gas meters. Mature treed lot with 60 foot frontage. EXCELLENT location near Windsor Regional Hospital, Windsor Assembly Plant, EC Row Expressway and minutes to shopping and schools. Start your investment portfolio with this RARE, HIGH CALIBRE DUPLEX WITH A SOLID HISTORY OF RELIABLE INCOME IN A VERY DESIRABLE AREA! 2316 Chilver tenant pays $1945. plus utilities. 2318 Chilver tenant pays $1995. plus utilities. Collect $3940 monthly gross income or live in one unit it and use the income from the other unit as a mortgage helper.

2316-2318 Chilver, Windsor

1340 Aspenshore Ave, Windsor
$725,000
3 Beds ⋅ 3 Baths ⋅ 26022692 MLS® #
Upgrades galore, too many to mention. Come see this 1516 sq. ft. semi with a 2-car garage, 3 bedrooms, 3 baths (including an ensuite), and a second bath with a cheater door. Hardwood floors throughout the main floor, except for ceramic hallways, baths and main floor laundry. Vaulted ceilings in the living room and main bedroom, potlights, many windows, ample cabinets, and custom built-ins. Full finished basement with a family room, electric fireplace, kitchenette, bedroom, bath with therapeutic tub/shower, and plenty of storage. Cement patio with outdoor kitchen and stamped driveway. New AC and furnace (June 2026). Hot water tank (October 2025). Sump pump with battery backup. Security cameras (5 total), complete with receiver and monitor. Freehold Association Fee: $110/mth, includes grass, snow and sprinkler maintenance.

1340 Aspenshore Ave, Windsor

8475 Wyandotte St E Unit 402, Windsor
$374,900
2 Beds ⋅ 2 Baths ⋅ 26022658 MLS® #
WELCOME TO EASY, UPSCALE CONDO LIVING IN THE HEART OF RIVERSIDE! This beautifully maintained 4th-floor suite offers approximately 1,050 sq. ft. of stylish, move-in-ready living. Featuring 2 spacious bedrooms and 2 full baths, including a beautiful primary ensuite with a ceramic walk-in glass shower, this home is sure to impress. The open-concept design showcases rich cabinetry, quartz countertops, stainless steel appliances, a large island with seating, and plenty of natural light. Hardwood and ceramic flooring throughout add warmth and elegance, while the private balcony provides the perfect spot to unwind. In-suite laundry, generous storage, and a well-managed building complete the package. Ideally located close to the Ganatchio Trail, Riverside waterfront, shopping, restaurants, parks, and all amenities. A fantastic opportunity for professionals, retirees, or anyone seeking carefree living.

8475 Wyandotte St E Unit 402, Windsor

1779 Cadillac, Windsor
$329,000
3 Beds ⋅ 2 Baths ⋅ 26022650 MLS® #
Move-in ready with plenty of space to grow! This well-kept 1 1/2-storey home offers 2+1 bedrooms, 1 full bath and 2 half baths with a bright, functional layout. The sun-filled kitchen opens through patio doors to the fully fenced backyard, while the main floor also features a welcoming living room, dining area and cozy sunroom. Upstairs, the spacious loft-style bedroom offers added privacy with its own 2-piece bath. The lower level provides even more usable space with a generous bedroom, office or gym, laundry and storage. Important updates include professional basement waterproofing with transferable warranty, sump pump and backflow valve. Complete with a detached garage and conveniently located near Met Hospital, schools, Chrysler and everyday amenities. A comfortable, versatile home with the updates already taken care of! Move-in ready!

1779 Cadillac, Windsor

5151 Riverside Dr E Unit 304, Windsor
$679,900
2 Beds ⋅ 2 Baths ⋅ 26022629 MLS® #
Spacious and move-in condition 1,500 sq ft 2-bedroom, 2-bath condo in Coventry Park Place. The open-concept layout offers a large living and dining area with plenty of natural light. The updated kitchen features granite countertops, a generous centre island, coffee bar and stainless steel appliances. The oversized master bedroom has plenty of closet space and a lavish ensuite bath. The second bedroom is also a good size and works well for guests, family, or a home office. The extended balcony offers an attractive view of the river and plenty of room to relax. Other features include in-suite laundry, ample storage, an additional storage locker, and 2 underground parking spaces. New furnace 2025. Note: whirlpool tub has not been used and uncertain if operational. An exceptional condo with plenty of space and a great location steps to the river. Reaume Park and Coventry Gardens. Truly move-in.

5151 Riverside Dr E Unit 304, Windsor

3936 Wyandotte St E Unit 509, Windsor
$197,000
1 Beds ⋅ 1 Baths ⋅ 26022621 MLS® #
Welcome to 3936 Wyandotte St. E., Unit 509, a spacious and beautifully updated 1 bedroom, 1 bathroom condo offering comfortable, maintenance free living in a convenient Riverside location. The unit features generous living and dining areas, excellent natural light, ample storage, and a private balcony, perfect for enjoying your morning coffee or relaxing at the end of the day. The updated kitchen includes newer appliances, making this home move in ready. Residents enjoy a wonderful selection of building amenities including a heated indoor pool, sauna, billiards room, party room, library, and fitness centre. Condo fees include heat, hydro and water, providing added convenience and value. Recent building improvements include a new roof in 2024, updated areas including the reception area and laundry and fresh carpeting throughout. Underground parking is also available upon request. Location is a major highlight, with parks, scenic waterfront trails, restaurants, and Riverside Drive all within walking distance. A grocery store is just steps away, and the property is conveniently located on a bus route, making getting around easy. You are also just minutes from shopping, the historic Walkerville district and the U.S. border. An excellent opportunity for first time buyers, downsizers or investors looking for an affordable, well-maintained condo in a prime location.

3936 Wyandotte St E Unit 509, Windsor

3945 Zanzibar Cres, Windsor
$824,900
6 Beds ⋅ 3 Baths ⋅ 26022615 MLS® #
Welcome to this elegant ranch-style home in one of South Windsor’s most prestigious neighbourhoods. Built in 2014, this executive property offers 3+3 bedrooms and 3 full bathrooms. Key highlights include a luxurious primary bedroom with a spacious walk-in closet and ensuite bathroom, a convenient main floor laundry room, and a well-appointed mother-in-law suite featuring a grade entrance and its own separate laundry room. The home also features a charming covered porch, ample natural lighting throughout, and a double car garage. This home combines thoughtful design, top-notch finishes, and a convenient location. Basement currently rented for $1750/month. Reach out to agent for more info. 24 hour notice required for showings. Schedule a viewing today to experience it for yourself.

3945 Zanzibar Cres, Windsor